4-氨基苯基-Β-D-吡喃纤维二糖苷 | 42935-24-0

• 物质功能分类: 生物化工 - 糖类化合物 - 双糖
• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 4-氨基苯基-Β-D-吡喃纤维二糖苷
• 英文名称: p-aminophenyl β-cellobioside
• 英文别名: (4-amino-phenyl)-(O⁴-β-D-glucopyranosyl-β-D-glucopyranoside)；(4-Amino-phenyl)-(O⁴-β-D-glucopyranosyl-β-D-glucopyranosid)；p-Aminophenyl b-D-Cellobioside；(2S,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6S)-6-(4-aminophenoxy)-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• CAS: 42935-24-0
• 化学式: C₁₈H₂₇NO₁₁
• 分子量: 433.412
• InChiKey: OCHWUNNDLIWPAO-KFRZSCGFSA-N

物化性质

• 熔点：
  133-138°C
• 溶解度：
  溶于甲醇、水

计算性质

• 辛醇/水分配系数(LogP)：
  -3.2
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  205
• 氢给体数：
  8
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  溴代乙酸酐 、 4-氨基苯基-Β-D-吡喃纤维二糖苷 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以68%的产率得到4-bromoacetamidophenyl β-D-cellobioside
  参考文献：
  名称：

  通过使用糖合酶和巯基糖苷酶方法将新糖蛋白的糖基化：巯基糖蛋白的产生。

  摘要：

  DOI：

  10.1002/anie.200503900
• 作为产物：
  描述：

  4-硝基苯基-β-D-纤维二糖苷 在 palladium on activated charcoal 氢气 作用下， 生成 4-氨基苯基-Β-D-吡喃纤维二糖苷
  参考文献：
  名称：

  p-Aminophenyl β-cellobioside as an affinity ligand for exo-type cellulases

  摘要：

  p-Aminophenyl beta-cellobioside (PAPC) is shown to be an effective affinity ligand for the chromatographic fractionation of cellobiohydrolases (CBHs). A crude cellulase preparation from the filamentous fungus Trichoderma reesei served as a representative source of enzymes far this study. Prior to chromatography, PAPC was tethered via its amino functional group to N-hydroxysuccinimide-activated agarose. The resulting affinity matrix specifically retained the CBH component of relatively complex cellulase mixtures. The purity of the resulting CBH preparations, based on measured specific activities, was comparable to that of corresponding enzyme preparations obtained using more traditional thioglycoside-based affinity ligands. The application of PAPC as an affinity ligand illustrates that the tethered ligand associates with the T. reesei CBHs in a catalytically nonproductive mode. In contrast, the free ligand is readily hydrolyzed by T. reesei CBH I. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(98)00294-8

文献信息

• Babers; Goebel, Journal of Biological Chemistry, 1934, vol. 105, p. 473,476
  作者：Babers、Goebel

  DOI：——

  日期：——
• p-Aminophenyl β-cellobioside as an affinity ligand for exo-type cellulases
  作者：Kunruedee Sangseethong、Michael H. Penner

  DOI：10.1016/s0008-6215(98)00294-8

  日期：1998.12

  p-Aminophenyl beta-cellobioside (PAPC) is shown to be an effective affinity ligand for the chromatographic fractionation of cellobiohydrolases (CBHs). A crude cellulase preparation from the filamentous fungus Trichoderma reesei served as a representative source of enzymes far this study. Prior to chromatography, PAPC was tethered via its amino functional group to N-hydroxysuccinimide-activated agarose. The resulting affinity matrix specifically retained the CBH component of relatively complex cellulase mixtures. The purity of the resulting CBH preparations, based on measured specific activities, was comparable to that of corresponding enzyme preparations obtained using more traditional thioglycoside-based affinity ligands. The application of PAPC as an affinity ligand illustrates that the tethered ligand associates with the T. reesei CBHs in a catalytically nonproductive mode. In contrast, the free ligand is readily hydrolyzed by T. reesei CBH I. (C) 1998 Elsevier Science Ltd. All rights reserved.
• Glycosylation of a Neoglycoprotein by Using Glycosynthase and Thioglycoligase Approaches: The Generation of a Thioglycoprotein
  作者：Johannes Müllegger、Hong Ming Chen、R. Antony J. Warren、Stephen G. Withers

  DOI：10.1002/anie.200503900

  日期：2006.4.10